Grundinformationen
- Standard-SMILES
C=CCSSCC=C- InChIKey
PFRGXCVKLLPLIP-UHFFFAOYSA-N- Summenformel
- C6H10S2
- Durchschnittliche Molmasse
- 146,3 g/mol
- Monoisotopische Masse
- 146,02239232
Überblick
Diallyl disulfide is an organic disulfide where the organic group specified is allyl. It has been isolated from garlic and other species of the genus Allium. It has a role as an antineoplastic agent, an antifungal agent and a plant metabolite.
Namen und Bezeichner
- Bevorzugter Name
- Diallyl Disulfide
- IUPAC
- 3-(prop-2-enyldisulfanyl)prop-1-ene
- Lokaler Name
- Diallyldisulfid
- Englischer Name
- Diallyl disulfide
- Summenformel
- C6H10S2
- Molmasse
- 146.27
Namen und Synonyme
DIALLYL DISULFIDE2179-57-9DiallyldisulfideAllyl disulfideDiallyl disulphideDisulfide, di-2-propenylAllyl disulphide2-Propenyl disulphide4,5-Dithia-1,7-octadiene2-Propenyl disulfide3-(prop-2-enyldisulfanyl)prop-1-eneFEMA No. 2028
Weitere Namen anzeigen
DADSFEMA 2028Dially disulfide1,2-diallyldisulfaneDisulfide,di-2-propenylgarlicin oil
DTXSID90352063-(prop-2-en-1-yldisulfanyl)prop-1-ene5HI47O6OA7NSC-29228CHEBI:4488DTXCID7015206NSC29228allyll disulfide
Datenbank-Bezeichner
- CAS
2179-57-9- PubChem CID
- 16590
- DTXSID
DTXSID9035206- ChEMBL
CHEMBL366603- ChEBI
CHEBI:4488- UNII
- 5HI47O6OA7
- EC Number
- 218-548-6
- Nikkaji
- J1.800G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,2
- Polarare Oberfläche (TPSA)
- 50,6 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 58,9
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Sulfur Compounds
FragrancesFragrance Ingredient (Allyl disulfide) -> IFRA transparency List
OdorGARLIC ODOR
TasteSHARP, GARLIC FLAVOR
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
1.010 @ 15 °C
0.998-1.015
Flavoring AgentsEU Flavoring substances
Color/FormLIQUID
Solubility
INSOL IN WATER; SOL IN MOST COMMON ORG SOLVENTS
insoluble in water; soluble in common organic solvents
(in ethanol)
Boiling Point
79 °C @ 16 MM HG
138.00 to 139.00 °C. @ 760.00 mm Hg
79 °C (16 mm Hg)
174.2 °F at 16 mmHg
Vapor Density1.010@59 °F
Vapor Pressure1.0 [mmHg]
Physikochemische Eigenschaften
- Siedepunkt
- 180 · 180-195 °C(lit.)
- Dichte
- 1.008 g/mL · 1.008 g/mL at 25 °C(lit.)
- Dampfdichte
- 5 · >5 (vs air)
- Dampfdruck
- 1 mm · 1 mm Hg ( 20 °C)
- Brechungsindex
- 20 · n20/D 1.541(lit.)
- FEMA
- 2028 · 2028 | ALLYL DISULFIDE
- Flammpunkt
- 144 °F · 144 °F
- storage temp.
- 2 · 2-8°C
- Wasserlöslichkeit
- Insoluble in water
- Löslichkeit
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- Aggregatzustand
- oil
- Farbe
- colorless to yellow
- Geruch (Odor)
- Diallyl disulfide is an essential odor component of garlic oil.
- Odor Threshold
- 0.00022 ppm · 0.00022ppm
- Geruchsart
- alliaceous
- Biologische Quelle
- synthetic
- JECFA Number
- 572 · 572
- BRN
- 1699241 · 1699241
- Henry's Law Constant
- 7.5 · 7.5×10-3 mol/(m3Pa) at 25℃, Mazza (1980)
- Major Application
- cleaning productscosmeticsfood and beveragespersonal care
- Kosmetik-Inhaltsstoffe Funktionen
- PERFUMING
- InChI
- 1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2
- InChIKey
- PFRGXCVKLLPLIP-UHFFFAOYSA-N
- SMILES
- C=CCSSCC=C
- LogP
- 3.26 · 3.26
- CAS Datenbank
- 2179 · 2179-57-9(CAS DataBase Reference)
- NIST chemische Informationen
- Diallyl disulphide(2179-57-9)
- EPA chemische Informationen
- Diallyl disulfide (2179-57-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H226 (97.4%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P272, P280, P301+P316, P302+P352, P303+P361+P353, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1647 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Disulfide, di-2-propenyl
Regulation (EC) No 1831/2003 (amended)
Diallyl disulfide: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
One of the volatiles in onions responsible for lacrimation; Emergency treatment: Irritants; [HSDB] One of the major allergens in garlic and onions; [Kanerva, p. 1777] Diallyl disulfides (DADs): A moderate eye and strong skin irritant in rabbits; A skin sensitizer in guinea pigs using the Buehler method; Causes breathing abnormalities, wobbly gait, and decreased activity in oral lethal-dose studies of rats; Oral LD50 (rat) = 346 mg/kg; Dermal LD50 (rat) = 1,967 mg/kg; [EPA] Safe when used as a flavoring agent in food; [JECFA] A moderate skin and severe eye irritant; Causes hemolysis in oral lethal-dose study of rats; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
FDA Requirements121.1164. /FROM TABLE/
Hazard Classes and CategoriesFlam. Liq. 3 (97.4%)
Toxikologische Informationen
Adverse EffectsLacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.
Human Toxicity ExcerptsALLYL PROPYL DISULFIDE, ALONG WITH DIALLYL DISULFIDE, IS SAID TO BE ONE OF THE PRINCIPAL VOLATILE SUBSTANCES IN ONION WHICH IRRITATE EYES & CAUSE LACRIMATION.
Non-Human Toxicity ExcerptsDIALYL DISULFIDE HAS AN INHIBITORY EFFECT ON THE HEPATIC MITOCHONDRIAL OXIDATIVE PHOSPHORYLATION IN MICE.
Probable Routes of Human ExposureTHE MAXIMUM CONCN OF VAPOR IN AIR ADVISED FOR INDUSTRIAL CONDITIONS IS 2 TO 3 PPM.
Regulatorische Informationen
FDA Requirements121.1164. /FROM TABLE/
Sicherheitsdaten
- F
- 13
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2810 6.1/PG 3
- hs_code
- 29309090
- RTECS-Nr.
- BB1000000
- risk_code
- 22-36/37/38-10
- hazard_code
- Xn,Xi
- safety_code
- 26-36/37/39-37/39-16-36
- hazard_class
- 6.1
- packing_group
- II
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Giftige Stoffe Daten
- 2179-57-9(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesDiallyl disulfide has known human metabolites that include DADSO and (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-[(E)-3-(prop-2-enyldisulfanyl)prop-1-enyl]sulfanylpropan-2-yl]amino]-5-oxopentanoic acid.
MeSH Pharmacological Classification
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Chemical substances that are destructive to spermatozoa used as topically administered vaginal contraceptives.
Agents that reduce the frequency or rate of spontaneous or induced mutations independently of the mechanism involved.
Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.
Cellular LocationsMembrane
Verwendung und Herstellung
Uses
Major constituent of garlic oil; [ChemIDplus] Used as synthetic flavoring ingredient; [HSDB] Constitutes 86.9% of diallyl disulfides (DADs) which is 90% active ingredient of biopesticide used to control white rot (fungal pathogen) in onions, garlic, and leeks; DADs are volatile sulfur compounds found in garlic, onions, and other members of Allium species; [EPA]
Farming (Pesticides) [Category: Industry]
SYNTHETIC FLAVORING ADJUVANT OR INGREDIENT
Methods of ManufacturingBY OXIDATION OF ALLYL MERCAPTAN WITH IODINE IN THE PRESENCE OF PYRIDINE & ETHANOL; FROM SODIUM ALLYL THIOSULFATE WITH POTASSIUM HYDROXIDE.
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
Disulfide, di-2-propen-1-yl: ACTIVE
IN CONDIMENTS 6.5 PPM; MEATS 7.0 PPM.
GARLIC SYNTHETIC FLAVORING. /FROM TABLE/
SULFUR VOLATILE IN GARLIC; ONION; CHIVES & LEEK; FRESH CABBAGE. /FROM TABLE/
MAIN CONSTITUENT OF ALLIUM SATIVUM ESSENTIAL OIL.
FEMA NUMBER 2028 /FROM TABLE/
Anwendungen
BeschreibungDiallyl disulfide is one of the major allergens in garlic (Allium sativum) and onions. Among patients who are patch-test positive to garlic, all 13 who were tested had positive reactions to diallyl sulfide 5% petrolatum.
OccurrenceMain constituent of Allium sativum essential oil. Reported found in onion (Allium cipa, L.), garlic (Allium sativum L.), chive (Allium schoenoprasum L.), nira (Allium tuberosum rottl.), raw cabbage and caucas (Allium victoralis L.).
VerwendenDiallyldisulfide has a range of uses varying from a Cytocrome P450 inhibitor to vasorelaxant and hypotensive. Being in the class of organosulfur compounds, it carries chemopreventive characteristics .
Darstellung
synthetischeDiallyl disulfide can be prepared by oxidation of allyl mercaptan with iodine in the presence of pyridine and ethanol, or from sodium allyl thiosulfate using potassium hydroxide.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
Syntechem Co.,Ltd[email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
石家庄利达化学品有限公司+86 (311) 8573-7996 · [email protected]
天津万象恒远科技有限公司15722085254 · [email protected]
吉良化学21-62165282 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
上海长根化学科技有限公司021-69106814 13917161715
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
上海健超生物科技有限公司150-2103-5486 18017383231 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
北京环宇世纪化学科技有限公司hysj_bj.com
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
安徽科迪达化工有限公司0554-2106669 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海创赛科技有限公司400-6087598 15021221957 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海有朋化工有限公司021-69005955 13701776567 · [email protected]
上海凯赛化工有限公司021-33516722 13701817765 · [email protected]
上海彤源化工有限公司021-021-69182866 13701855675 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
Ergänzende Hinweise
DefinitionChEBI: Diallyl disulfide is an organic disulfide where the organic group specified is allyl. It has been isolated from garlic and other species of the genus Allium. It has a role as an antineoplastic agent, an antifungal agent and a plant metabolite.
Zugehörige Reaktionen
5
Verknüpfte Notizen
Wird geladen…